27 - Tournament Semi-Finals (?)
28 - ???
29 - Tournament Finale (?)
30 - ???
31 - Peggy's Fanart Roundup

My predictions so far

Just saw the image posted, and here are my thoughts and my analysis:

James like the first game will be unlocked on the first day.
Akari will be unlocked on day three, or to put it simply, Rank 2 like the first game.
Hank will be a closer again.
Sprinks the Clown will not be a closer like some fan speculation suggests.
Sasha will favour Thanksgiving like in the first game.

Now for some less noticeable speculation:

Maple Mornings will return, a lot of fan speculation states otherwise, but there are two reasons for my opinion:

1. The Wooden Log and the Small Table from Maple Mornings can be seen. If you think it's a special prize, have a look at reason 2.
2. Emmlette is unlocked in one of the screenshots featuring Sasha and Sienna, both who favour Thanksgiving, which means she was possibly unlocked before Thanksgiving, thus during Maple Mornings. She only favours Maple Mornings exclusively except in the games it wasn't featured in and Sushiria/Pancakeria HD/Togo because she was a closer.

Sprinks will be unlocked during Christmas so that means BTC won't return:

1. In the screenshot featuring Sprinks, she is at 0 stars, meaning she was just unlocked OR they failed her order when she was unlocked and she came back (unlikely).

2. Her order ticket features... What looks like Candycane Filling. I understand that in the original game the filling for Christmas was Cherry Coridal Filling, but the icon looks to be pale red and white which doesn't mach up with any of the flillings we recognize, it's too pale to be strawberry. It could be a new filling, but in my humble opinion she is unlocked during Christmas.

Sign

Sign

Sign!

Oh man that last round was close, I have a feeling I'll be out this round though...

Interesting! I'll give you $5.69 for it.

[PART FIVE]

PART FIVE

Spoiler:

Challenge:

Create an Onionfest themed sundae, without using any ingredients from Onionfest! I'll be sure to pay you lots if you can nail it. 

[you]

What do you think?

Purple Burple is a soda.

Late, but Purple Burple is a grape soda, you can't have fizzy syrup yet Purple Burple syrup exists. It would just be a grape jelly.

Sign!

HD is dead!

I think it would be better to have Purple Burple Drizzle and Huckleberry Jelly instead.

I disagree, Purple Burple would fit better as a filling as it would be similar to Grape Jelly, a common filling for donuts.